Skip to search results Skip to filters Skip to sort Skip to selected filters

M Size Ankle Leather Casual Comfort Products

283 items found

Sort By

Your Selections

Search Results

. Dunham - Cloud Waterproof. Color Grey. $149.95. 4.1 out of 5 stars

Gray Dunham Cloud Waterproof

Gray Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Grey
Price: $149.95
Rating: 4Rated 4 stars out of 5(408)

Chaco - Paonia Desert Boot. Color Teak. Low Stock. $139.95.

Low Stock

Brown Chaco Paonia Desert Boot

Brown Chaco Paonia Desert Boot

Brand Name: Chaco
Product Name: Paonia Desert Boot
Gender: Men's
Color: Teak
Price: $139.95
Rating

Allen Edmonds - Dallaslow. Color Brown Leather. Low Stock. On sale for $399.00. MSRP $595.00. 33% off.

Low Stock

Brown Allen Edmonds Dallaslow

Brown Allen Edmonds Dallaslow

Brand Name: Allen Edmonds
Product Name: Dallaslow
Gender: Men's
Color: Brown Leather
Price: $399.00MSRP: $595.0033% OFF
Rating

Dr. Martens - 1460 Pascal. Color Powder Pink. $169.95. 4.4 out of 5 stars

White Dr. Martens 1460 Pascal

White Dr. Martens 1460 Pascal

Brand Name: Dr. Martens
Product Name: 1460 Pascal
Gender: Unisex
Color: Powder Pink
Price: $169.95
Rating: 4Rated 4 stars out of 5(17)

Stacy Adams - Henry Cap Toe Lace-Up Boot. Color Gray. Low Stock. $150.00. 5.0 out of 5 stars

Low Stock

Gray Stacy Adams Henry Cap Toe Lace-Up Boot

Gray Stacy Adams Henry Cap Toe Lace-Up Boot

Brand Name: Stacy Adams
Product Name: Henry Cap Toe Lace-Up Boot
Gender: Men's
Color: Gray
Price: $150.00
Rating: 5Rated 5 stars out of 5(2)

ALDO - Collen. Color Other Black. $100.00.

Black ALDO Collen

Black ALDO Collen

+2

Brand Name: ALDO
Product Name: Collen
Gender: Men's
Color: Other Black
Price: $100.00
Rating

Dr. Martens - Embury. Color Black Wyoming. On sale for $114.95. MSRP $130.00. 12% off. 4.1 out of 5 stars

Black Dr. Martens Embury

Black Dr. Martens Embury

+2

Brand Name: Dr. Martens
Product Name: Embury
Gender: Unisex
Color: Black Wyoming
Price: $114.95MSRP: $130.0012% OFF
Rating: 4Rated 4 stars out of 5(97)

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $93.45. MSRP $110.00. 15% off. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+2

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $93.45MSRP: $110.0015% OFF
Rating: 4Rated 4 stars out of 5(176)

. Florsheim - Norwalk Plain Toe Chukka Boot. Color Brown Crazy Horse. $134.95. 4.6 out of 5 stars

Brown Florsheim Norwalk Plain Toe Chukka Boot

Brown Florsheim Norwalk Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $134.95
Rating: 5Rated 5 stars out of 5(63)

. Blundstone - BL587. Color Rustic Black. $199.95. 4.0 out of 5 stars

Black Blundstone BL587

Black Blundstone BL587

Brand Name: Blundstone
Product Name: BL587
Gender: Unisex
Color: Rustic Black
Price: $199.95
Rating: 4Rated 4 stars out of 5(5)

Dr. Martens - Combs Jungle Zip Casual Boots. Color Gunmetal. On sale for $89.56. MSRP $140.00. 36% off. 2.5 out of 5 stars

Gray Dr. Martens Combs Jungle Zip Casual Boots

Gray Dr. Martens Combs Jungle Zip Casual Boots

+3

Brand Name: Dr. Martens
Product Name: Combs Jungle Zip Casual Boots
Gender: Unisex
Color: Gunmetal
Price: $89.56MSRP: $140.0036% OFF
Rating: 3Rated 3 stars out of 5(2)

. Clarks - Desert Boot. Color Beeswax 1. $150.00. 4.4 out of 5 stars

Brown Clarks Desert Boot

Brown Clarks Desert Boot

+4

Brand Name: Clarks
Product Name: Desert Boot
Gender: Men's
Color: Beeswax 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(779)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Brown. On sale for $68.87. MSRP $109.95. 37% off. 4.6 out of 5 stars

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boot
Gender: Men's
Color: Brown
Price: $68.87MSRP: $109.9537% OFF
Rating: 5Rated 5 stars out of 5(5)

Carhartt - Plain Toe Wedge Chukka. Color Dark Brown. $139.99.

Brown Carhartt Plain Toe Wedge Chukka

Brown Carhartt Plain Toe Wedge Chukka

Brand Name: Carhartt
Product Name: Plain Toe Wedge Chukka
Gender: Men's
Color: Dark Brown
Price: $139.99
Rating

Rockport - Northfield Waterproof Boot. Color Black. On sale for $89.95. MSRP $140.00. 36% off. 4.3 out of 5 stars

Black Rockport Northfield Waterproof Boot

Black Rockport Northfield Waterproof Boot

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boot
Gender: Men's
Color: Black
Price: $89.95MSRP: $140.0036% OFF
Rating: 4Rated 4 stars out of 5(207)

Vans - FU MTE™ Crestline Waterproof. Color Black/Black. $159.95. 5.0 out of 5 stars

Black Vans FU MTE™ Crestline Waterproof

Black Vans FU MTE™ Crestline Waterproof

+9

Brand Name: Vans
Product Name: FU MTE™ Crestline Waterproof
Gender: Unisex
Color: Black/Black
Price: $159.95
Rating: 5Rated 5 stars out of 5(1)

Dansko - Frankie. Color Black Oiled. $159.95. 4.2 out of 5 stars

Black Dansko Frankie

Black Dansko Frankie

+3

Brand Name: Dansko
Product Name: Frankie
Gender: Women's
Color: Black Oiled
Price: $159.95
Rating: 4Rated 4 stars out of 5(289)

Johnston & Murphy - XC Flex Raleigh Cap Toe Zip. Color Black Full Grain. $184.95. 4.3 out of 5 stars

Black Johnston & Murphy XC Flex Raleigh Cap Toe Zip

Black Johnston & Murphy XC Flex Raleigh Cap Toe Zip

+2

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Cap Toe Zip
Gender: Men's
Color: Black Full Grain
Price: $184.95
Rating: 4Rated 4 stars out of 5(166)

Dr. Martens - 2976 Yellow Stitch Smooth Leather Chelsea Boots. Color Dark Brown Crazy Horse. On sale for $134.95. MSRP $170.00. 21% off. 3.8 out of 5 stars

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

+3

Brand Name: Dr. Martens
Product Name: 2976 Yellow Stitch Smooth Leather Chelsea Boots
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $134.95MSRP: $170.0021% OFF
Rating: 4Rated 4 stars out of 5(38)

Red Wing Heritage - 6" Moc Toe. Color Oro-Legacy. $309.99. 4.5 out of 5 stars

Tan Red Wing Heritage 6" Moc Toe

Tan Red Wing Heritage 6" Moc Toe

+7

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe
Gender: Men's
Color: Oro-Legacy
Price: $309.99
Rating: 5Rated 5 stars out of 5(259)

Red Wing Heritage - 6" Iron Ranger Lug. Color Copper Rough Tough. $349.99. 4.5 out of 5 stars

Brown Red Wing Heritage 6" Iron Ranger Lug

Brown Red Wing Heritage 6" Iron Ranger Lug

+4

Brand Name: Red Wing Heritage
Product Name: 6" Iron Ranger Lug
Gender: Men's
Color: Copper Rough Tough
Price: $349.99
Rating: 4Rated 4 stars out of 5(156)

Dr. Martens - 2976 Leather Chelsea Boots. Color Black. On sale for $144.50. MSRP $170.00. 15% off. 3.9 out of 5 stars

Black Dr. Martens 2976 Leather Chelsea Boots

Black Dr. Martens 2976 Leather Chelsea Boots

+2

Brand Name: Dr. Martens
Product Name: 2976 Leather Chelsea Boots
Gender: Unisex
Color: Black
Price: $144.50MSRP: $170.0015% OFF
Rating: 4Rated 4 stars out of 5(7)

Ariat - Turbo Outlaw 6" CSA Waterproof Carbon Toe Work Boots. Color Rich Brown. $199.95. 4.2 out of 5 stars

Brown Ariat Turbo Outlaw 6" CSA Waterproof Carbon Toe Work Boots

Brown Ariat Turbo Outlaw 6" CSA Waterproof Carbon Toe Work Boots

Brand Name: Ariat
Product Name: Turbo Outlaw 6" CSA Waterproof Carbon Toe Work Boots
Gender: Men's
Color: Rich Brown
Price: $199.95
Rating: 4Rated 4 stars out of 5(6)

. Florsheim - Midtown Plain Toe Zipper Boot. Color Black Smooth. $134.95. 4.6 out of 5 stars

Black Florsheim Midtown Plain Toe Zipper Boot

Black Florsheim Midtown Plain Toe Zipper Boot

+1

Brand Name: Florsheim
Product Name: Midtown Plain Toe Zipper Boot
Gender: Men's
Color: Black Smooth
Price: $134.95
Rating: 5Rated 5 stars out of 5(507)

Twisted X - 4" Wedge Sole Boot. Color Tobacco Brown. $159.95.

Brown Twisted X 4" Wedge Sole Boot

Brown Twisted X 4" Wedge Sole Boot

Brand Name: Twisted X
Product Name: 4" Wedge Sole Boot
Gender: Men's
Color: Tobacco Brown
Price: $159.95
Rating

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $69.00. MSRP $115.00. 40% off. 4.4 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+2

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $69.00MSRP: $115.0040% OFF
Rating: 4Rated 4 stars out of 5(99)

Dunham - 8000 Mid Boot. Color Tan. $169.95. 4.4 out of 5 stars

Tan Dunham 8000 Mid Boot

Tan Dunham 8000 Mid Boot

+2

Brand Name: Dunham
Product Name: 8000 Mid Boot
Gender: Men's
Color: Tan
Price: $169.95
Rating: 4Rated 4 stars out of 5(116)

Steve Madden - Palta. Color Tan. $130.00.

Tan Steve Madden Palta

Tan Steve Madden Palta

+2

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Tan
Price: $130.00
Rating

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Brown. On sale for $68.66. MSRP $109.95. 38% off. 4.2 out of 5 stars

Brown Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

Brown Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boot
Gender: Men's
Color: Brown
Price: $68.66MSRP: $109.9538% OFF
Rating: 4Rated 4 stars out of 5(6)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Black. On sale for $67.45. MSRP $109.95. 39% off. 4.5 out of 5 stars

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boot
Gender: Men's
Color: Black
Price: $67.45MSRP: $109.9539% OFF
Rating: 5Rated 5 stars out of 5(8)

Allen Edmonds - Higgins Mill Waterproof. Color Black. $495.00. 4.5 out of 5 stars

Black Allen Edmonds Higgins Mill Waterproof

Black Allen Edmonds Higgins Mill Waterproof

Brand Name: Allen Edmonds
Product Name: Higgins Mill Waterproof
Gender: Men's
Color: Black
Price: $495.00
Rating: 4Rated 4 stars out of 5(26)

Clarks - Shacre Boot. Color Beeswax Leather. On sale for $83.99. MSRP $110.00. 24% off. 4.2 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Beeswax Leather
Price: $83.99MSRP: $110.0024% OFF
Rating: 4Rated 4 stars out of 5(67)

Born - Nigel Boot. Color Brown/Dark Brown Combo. $140.00. 4.2 out of 5 stars

Brown Born Nigel Boot

Brown Born Nigel Boot

+3

Brand Name: Born
Product Name: Nigel Boot
Gender: Men's
Color: Brown/Dark Brown Combo
Price: $140.00
Rating: 4Rated 4 stars out of 5(148)

Polo Ralph Lauren - Bryson Chelsea Boot. Color Brown 1. On sale for $198.00. MSRP $228.00. 13% off. 3.8 out of 5 stars

Brown Polo Ralph Lauren Bryson Chelsea Boot

Brown Polo Ralph Lauren Bryson Chelsea Boot

+2

Brand Name: Polo Ralph Lauren
Product Name: Bryson Chelsea Boot
Gender: Men's
Color: Brown 1
Price: $198.00MSRP: $228.0013% OFF
Rating: 4Rated 4 stars out of 5(4)

Blundstone - BL1615. Color Olive Suede. $179.95.

Olive Blundstone BL1615

Olive Blundstone BL1615

Brand Name: Blundstone
Product Name: BL1615
Gender: Unisex
Color: Olive Suede
Price: $179.95
Rating

Rockport - Rugged Bucks Waterproof Boot. Color Tan. On sale for $99.95. MSRP $140.00. 29% off. 3.9 out of 5 stars

Tan Rockport Rugged Bucks Waterproof Boot

Tan Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Tan
Price: $99.95MSRP: $140.0029% OFF
Rating: 4Rated 4 stars out of 5(174)

Clarks - Desert Boot Evo. Color Beeswax Leather. $120.00. 3.4 out of 5 stars

Brown Clarks Desert Boot Evo

Brown Clarks Desert Boot Evo

+4

Brand Name: Clarks
Product Name: Desert Boot Evo
Gender: Men's
Color: Beeswax Leather
Price: $120.00
Rating: 3Rated 3 stars out of 5(28)

Red Wing Heritage - Work Chukka. Color Briar Oil Slick. $289.99. 4.5 out of 5 stars

Mahogany Red Wing Heritage Work Chukka

Mahogany Red Wing Heritage Work Chukka

Brand Name: Red Wing Heritage
Product Name: Work Chukka
Gender: Men's
Color: Briar Oil Slick
Price: $289.99
Rating: 4Rated 4 stars out of 5(87)

Nunn Bush - Karnak Plain Toe Boot Chukka. Color Brown. On sale for $79.95. MSRP $110.00. 27% off. 4.6 out of 5 stars

Brown Nunn Bush Karnak Plain Toe Boot Chukka

Brown Nunn Bush Karnak Plain Toe Boot Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boot Chukka
Gender: Men's
Color: Brown
Price: $79.95MSRP: $110.0027% OFF
Rating: 5Rated 5 stars out of 5(17)

Dr. Martens - Combs Tech. Color Black. On sale for $99.95. MSRP $120.00. 17% off. 4.4 out of 5 stars

Black Dr. Martens Combs Tech

Black Dr. Martens Combs Tech

+2

Brand Name: Dr. Martens
Product Name: Combs Tech
Gender: Unisex
Color: Black
Price: $99.95MSRP: $120.0017% OFF
Rating: 4Rated 4 stars out of 5(51)

Blundstone - BL1944. Color Rustic Brown/Mustard. $209.95. 4.0 out of 5 stars

Brown Blundstone BL1944

Brown Blundstone BL1944

Brand Name: Blundstone
Product Name: BL1944
Gender: Unisex
Color: Rustic Brown/Mustard
Price: $209.95
Rating: 4Rated 4 stars out of 5(2)

Dr. Martens - Sinclair Leather Platform Boots. Color Dark Brown. $209.95.

Brown Dr. Martens Sinclair Leather Platform Boots

Brown Dr. Martens Sinclair Leather Platform Boots

Brand Name: Dr. Martens
Product Name: Sinclair Leather Platform Boots
Gender: Unisex
Color: Dark Brown
Price: $209.95
Rating

Dr. Martens - Jadon Smooth Leather Platform Boots. Color Black Polished Smooth. $199.95. 4.5 out of 5 stars

Black Dr. Martens Jadon Smooth Leather Platform Boots

Black Dr. Martens Jadon Smooth Leather Platform Boots

Brand Name: Dr. Martens
Product Name: Jadon Smooth Leather Platform Boots
Gender: Men's
Color: Black Polished Smooth
Price: $199.95
Rating: 4Rated 4 stars out of 5(70)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Navy. On sale for $69.95. MSRP $95.00. 26% off. 4.0 out of 5 stars

Navy Nunn Bush Otto Plain Toe Chukka Boot

Navy Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Navy
Price: $69.95MSRP: $95.0026% OFF
Rating: 4Rated 4 stars out of 5(24)

Eastland 1955 Edition - Chimney Pond. Color Oak. On sale for $130.50. MSRP $145.00. 10% off.

Brown Eastland 1955 Edition Chimney Pond

Brown Eastland 1955 Edition Chimney Pond

+2

Brand Name: Eastland 1955 Edition
Product Name: Chimney Pond
Gender: Men's
Color: Oak
Price: $130.50MSRP: $145.0010% OFF
Rating

Blundstone - BL1306. Color Rustic Brown. $199.95. 2.5 out of 5 stars

Brown Blundstone BL1306

Brown Blundstone BL1306

Brand Name: Blundstone
Product Name: BL1306
Gender: Unisex
Color: Rustic Brown
Price: $199.95
Rating: 3Rated 3 stars out of 5(4)

Wolverine - Carlsbad Waterproof 6" Steel Toe Work Boot. Color Dark Brown. On sale for $99.95. MSRP $110.00. 9% off. 3.5 out of 5 stars

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brand Name: Wolverine
Product Name: Carlsbad Waterproof 6" Steel Toe Work Boot
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $110.009% OFF
Rating: 4Rated 4 stars out of 5(27)

Carhartt - Frontier Water Resistant Steel Toe Chelsea. Color Brown. $139.99. 5.0 out of 5 stars

Brown Carhartt Frontier Water Resistant Steel Toe Chelsea

Brown Carhartt Frontier Water Resistant Steel Toe Chelsea

Brand Name: Carhartt
Product Name: Frontier Water Resistant Steel Toe Chelsea
Gender: Men's
Color: Brown
Price: $139.99
Rating: 5Rated 5 stars out of 5(5)

Dr. Martens - Combs Tech II. Color Black. On sale for $72.00. MSRP $120.00. 40% off. 4.8 out of 5 stars

Black Dr. Martens Combs Tech II

Black Dr. Martens Combs Tech II

Brand Name: Dr. Martens
Product Name: Combs Tech II
Gender: Unisex
Color: Black
Price: $72.00MSRP: $120.0040% OFF
Rating: 5Rated 5 stars out of 5(9)

Mephisto - Murray. Color Black Leather. Low Stock. On sale for $324.35. MSRP $499.00. 35% off.

Low Stock

Black Mephisto Murray

Black Mephisto Murray

Brand Name: Mephisto
Product Name: Murray
Gender: Men's
Color: Black Leather
Price: $324.35MSRP: $499.0035% OFF
Rating

KEEN Utility - Cincinnati 90 Degree 8" Waterproof (Comp Toe). Color Belgian/Sandshell. $209.95. 4.0 out of 5 stars

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof (Comp Toe)

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof (Comp Toe)

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 8" Waterproof (Comp Toe)
Gender: Men's
Color: Belgian/Sandshell
Price: $209.95
Rating: 4Rated 4 stars out of 5(47)

Eastland 1955 Edition - Hoyt. Color Black. Low Stock. $240.00.

Low Stock

Black Eastland 1955 Edition Hoyt

Black Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Black
Price: $240.00
Rating

Dockers - Novato. Color Dark Brown. On sale for $69.99. MSRP $95.00. 26% off.

Brown Dockers Novato

Brown Dockers Novato

Brand Name: Dockers
Product Name: Novato
Gender: Men's
Color: Dark Brown
Price: $69.99MSRP: $95.0026% OFF
Rating

Dr. Martens - 2976 Smooth Leather Chelsea Boots. Color Black Smooth. Low Stock. $169.95. 4.0 out of 5 stars

Low Stock

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Smooth Leather Chelsea Boots
Gender: Unisex
Color: Black Smooth
Price: $169.95
Rating: 4Rated 4 stars out of 5(72)

Florsheim - Lodge Plain Toe Gore Boot. Color Black Crazy Horse. $129.95. 4.4 out of 5 stars

Black Florsheim Lodge Plain Toe Gore Boot

Black Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Gender: Men's
Color: Black Crazy Horse
Price: $129.95
Rating: 4Rated 4 stars out of 5(108)

Tommy Hilfiger - Bage. Color Cognac Tumble. On sale for $49.05. MSRP $109.00. 55% off. 5.0 out of 5 stars

Tan Tommy Hilfiger Bage

Tan Tommy Hilfiger Bage

+3

Brand Name: Tommy Hilfiger
Product Name: Bage
Gender: Men's
Color: Cognac Tumble
Price: $49.05MSRP: $109.0055% OFF
Rating: 5Rated 5 stars out of 5(1)

Nunn Bush - 1912 Plain Toe Boot. Color Black. Low Stock. On sale for $57.50. MSRP $115.00. 50% off. 4.1 out of 5 stars

Low Stock

Black Nunn Bush 1912 Plain Toe Boot

Black Nunn Bush 1912 Plain Toe Boot

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Boot
Gender: Men's
Color: Black
Price: $57.50MSRP: $115.0050% OFF
Rating: 4Rated 4 stars out of 5(31)

Red Wing Heritage - Classic Chelsea. Color Amber Harness. $299.99. 4.8 out of 5 stars

Brown Red Wing Heritage Classic Chelsea

Brown Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Amber Harness
Price: $299.99
Rating: 5Rated 5 stars out of 5(13)

Josef Seibel - Erroll 50. Color Black. On sale for $125.40. MSRP $165.00. 24% off.

Black Josef Seibel Erroll 50

Black Josef Seibel Erroll 50

+2 colors/patterns

Brand Name: Josef Seibel
Product Name: Erroll 50
Gender: Men's
Color: Black
Price: $125.40MSRP: $165.0024% OFF
Rating

Columbia - Landroamer Explorer Waterproof Nubuck. Color Curry/Poppy Red. On sale for $96.00. MSRP $120.00. 20% off. 5.0 out of 5 stars

Tan Columbia Landroamer Explorer Waterproof Nubuck

Tan Columbia Landroamer Explorer Waterproof Nubuck

+2

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof Nubuck
Gender: Men's
Color: Curry/Poppy Red
Price: $96.00MSRP: $120.0020% OFF
Rating: 5Rated 5 stars out of 5(2)

Frye - Tyler Flex Lace Up. Color Cognac. $258.00. 4.5 out of 5 stars

Tan Frye Tyler Flex Lace Up

Tan Frye Tyler Flex Lace Up

Brand Name: Frye
Product Name: Tyler Flex Lace Up
Gender: Men's
Color: Cognac
Price: $258.00
Rating: 5Rated 5 stars out of 5(2)

Born - Brock. Color Taupe Distressed Leather. $139.95. 4.6 out of 5 stars

Taupe Born Brock

Taupe Born Brock

+2

Brand Name: Born
Product Name: Brock
Gender: Men's
Color: Taupe Distressed Leather
Price: $139.95
Rating: 5Rated 5 stars out of 5(18)

Born - Brody. Color Brown Dist. Low Stock. On sale for $113.67. MSRP $140.00. 19% off. 4.7 out of 5 stars

Low Stock

Brown Born Brody

Brown Born Brody

Brand Name: Born
Product Name: Brody
Gender: Men's
Color: Brown Dist
Price: $113.67MSRP: $140.0019% OFF
Rating: 5Rated 5 stars out of 5(26)

Blundstone - BL2340. Color Brown. $209.95. 5.0 out of 5 stars

Brown Blundstone BL2340

Brown Blundstone BL2340

Brand Name: Blundstone
Product Name: BL2340
Gender: Unisex
Color: Brown
Price: $209.95
Rating: 5Rated 5 stars out of 5(1)

Volcom - Street Shield Slip-On Station Tactical Boots. Color Black. On sale for $134.95. MSRP $160.00. 16% off.

Black Volcom Street Shield Slip-On Station Tactical Boots

Black Volcom Street Shield Slip-On Station Tactical Boots

Brand Name: Volcom
Product Name: Street Shield Slip-On Station Tactical Boots
Gender: Men's
Color: Black
Price: $134.95MSRP: $160.0016% OFF
Rating

Eastland 1955 Edition - Seneca. Color Bomber Brown. On sale for $99.99. MSRP $110.00. 9% off. 4.4 out of 5 stars

Brown Eastland 1955 Edition Seneca

Brown Eastland 1955 Edition Seneca

+3

Brand Name: Eastland 1955 Edition
Product Name: Seneca
Gender: Men's
Color: Bomber Brown
Price: $99.99MSRP: $110.009% OFF
Rating: 4Rated 4 stars out of 5(42)

Cole Haan - Berkshire Lug Chukka Boot. Color Lava Suede/Dark. On sale for $222.50. MSRP $250.00. 11% off. 4.5 out of 5 stars

Brown Cole Haan Berkshire Lug Chukka Boot

Brown Cole Haan Berkshire Lug Chukka Boot

+7

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: Lava Suede/Dark
Price: $222.50MSRP: $250.0011% OFF
Rating: 5Rated 5 stars out of 5(25)

Clarks - Wallabee Boot. Color Maple Suede. $160.00. 4.5 out of 5 stars

Brown Clarks Wallabee Boot

Brown Clarks Wallabee Boot

+4

Brand Name: Clarks
Product Name: Wallabee Boot
Gender: Men's
Color: Maple Suede
Price: $160.00
Rating: 4Rated 4 stars out of 5(59)

Rockport - Flynn. Color Black Leather. $149.95. 2.8 out of 5 stars

Black Rockport Flynn

Black Rockport Flynn

+2

Brand Name: Rockport
Product Name: Flynn
Gender: Men's
Color: Black Leather
Price: $149.95
Rating: 3Rated 3 stars out of 5(4)

ECCO - London Plain Toe Chukka Boots. Color Black. Low Stock. On sale for $133.78. MSRP $225.00. 41% off.

Low Stock

Black ECCO London Plain Toe Chukka Boots

Black ECCO London Plain Toe Chukka Boots

+2

Brand Name: ECCO
Product Name: London Plain Toe Chukka Boots
Gender: Men's
Color: Black
Price: $133.78MSRP: $225.0041% OFF
Rating

Rockport - Storm Surge Water Proof Plain Toe Boot. Color Tan. On sale for $99.95. MSRP $139.95. 29% off. 3.3 out of 5 stars

Tan Rockport Storm Surge Water Proof Plain Toe Boot

Tan Rockport Storm Surge Water Proof Plain Toe Boot

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boot
Gender: Men's
Color: Tan
Price: $99.95MSRP: $139.9529% OFF
Rating: 3Rated 3 stars out of 5(12)

Johnston & Murphy - Brody Chelsea Boots. Color Black Calfskin. Low Stock. On sale for $102.10. MSRP $165.00. 38% off.

Low Stock

Black Johnston & Murphy Brody Chelsea Boots

Black Johnston & Murphy Brody Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Brody Chelsea Boots
Gender: Men's
Color: Black Calfskin
Price: $102.10MSRP: $165.0038% OFF
Rating

ECCO - London Double Gore Chelsea Boots. Color Black. $224.95. 5.0 out of 5 stars

Black ECCO London Double Gore Chelsea Boots

Black ECCO London Double Gore Chelsea Boots

+2

Brand Name: ECCO
Product Name: London Double Gore Chelsea Boots
Gender: Men's
Color: Black
Price: $224.95
Rating: 5Rated 5 stars out of 5(2)

Eastland 1955 Edition - Herman. Color Black. Low Stock. On sale for $81.00. MSRP $135.00. 40% off.

Low Stock

Black Eastland 1955 Edition Herman

Black Eastland 1955 Edition Herman

+3

Brand Name: Eastland 1955 Edition
Product Name: Herman
Gender: Men's
Color: Black
Price: $81.00MSRP: $135.0040% OFF
Rating

Florsheim - Lodge Plain Toe Chukka Boot. Color Brown Crazy Horse. $129.95. 4.5 out of 5 stars

Brown Florsheim Lodge Plain Toe Chukka Boot

Brown Florsheim Lodge Plain Toe Chukka Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $129.95
Rating: 4Rated 4 stars out of 5(127)

Dr. Martens - 1460. Color Muted Purple. Low Stock. On sale for $152.95. MSRP $170.00. 10% off. 5.0 out of 5 stars

Low Stock

Purple Dr. Martens 1460

Purple Dr. Martens 1460

Brand Name: Dr. Martens
Product Name: 1460
Gender: Unisex
Color: Muted Purple
Price: $152.95MSRP: $170.0010% OFF
Rating: 5Rated 5 stars out of 5(1)

Red Wing Heritage - Weekend Chukka. Color Copper Rough & Tough. Low Stock. $249.99. 4.3 out of 5 stars

Low Stock

Tan Red Wing Heritage Weekend Chukka

Tan Red Wing Heritage Weekend Chukka

Brand Name: Red Wing Heritage
Product Name: Weekend Chukka
Gender: Men's
Color: Copper Rough & Tough
Price: $249.99
Rating: 4Rated 4 stars out of 5(50)

Red Wing Heritage - Blacksmith. Color Copper Rough & Tough. $329.99. 4.5 out of 5 stars

Tan Red Wing Heritage Blacksmith

Tan Red Wing Heritage Blacksmith

+2

Brand Name: Red Wing Heritage
Product Name: Blacksmith
Gender: Men's
Color: Copper Rough & Tough
Price: $329.99
Rating: 4Rated 4 stars out of 5(23)

Allen Edmonds - Higgins Mill Weatherproof Lace-Up. Color Natural Chromexcel Leather. $495.00. 5.0 out of 5 stars

Brown Allen Edmonds Higgins Mill Weatherproof Lace-Up

Brown Allen Edmonds Higgins Mill Weatherproof Lace-Up

+2

Brand Name: Allen Edmonds
Product Name: Higgins Mill Weatherproof Lace-Up
Gender: Men's
Color: Natural Chromexcel Leather
Price: $495.00
Rating: 5Rated 5 stars out of 5(2)

Florsheim - Renegade Plain Toe Chukka Boot. Color Black. Low Stock. On sale for $79.90. MSRP $150.00. 47% off. 4.4 out of 5 stars

Low Stock

Black Florsheim Renegade Plain Toe Chukka Boot

Black Florsheim Renegade Plain Toe Chukka Boot

+1

Brand Name: Florsheim
Product Name: Renegade Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $79.90MSRP: $150.0047% OFF
Rating: 4Rated 4 stars out of 5(33)

Naot - Washington. Color Jet Black Leather. Low Stock. $239.95.

Low Stock

Black Naot Washington

Black Naot Washington

+2

Brand Name: Naot
Product Name: Washington
Gender: Men's
Color: Jet Black Leather
Price: $239.95
Rating

Nunn Bush - Karnak Moc Toe Boot Lightweight Comfortable Chukka. Color Black. On sale for $66.00. MSRP $109.95. 40% off. 4.6 out of 5 stars

Black Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

Black Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Moc Toe Boot Lightweight Comfortable Chukka
Gender: Men's
Color: Black
Price: $66.00MSRP: $109.9540% OFF
Rating: 5Rated 5 stars out of 5(9)

Dunham - Cloud Plus Mid II Waterproof Boot. Color Brown Leather. $159.95. 4.3 out of 5 stars

Brown Dunham Cloud Plus Mid II Waterproof Boot

Brown Dunham Cloud Plus Mid II Waterproof Boot

Brand Name: Dunham
Product Name: Cloud Plus Mid II Waterproof Boot
Gender: Men's
Color: Brown Leather
Price: $159.95
Rating: 4Rated 4 stars out of 5(52)

Forsake - Phil Chelsea. Color Toffee. On sale for $140.00. MSRP $145.00. 3% off. 4.0 out of 5 stars

Brown Forsake Phil Chelsea

Brown Forsake Phil Chelsea

+3

Brand Name: Forsake
Product Name: Phil Chelsea
Gender: Men's
Color: Toffee
Price: $140.00MSRP: $145.003% OFF
Rating: 4Rated 4 stars out of 5(43)

Florsheim - Rucci Plain Toe Gore Boot. Color Black. On sale for $115.84. MSRP $140.00. 17% off. 4.7 out of 5 stars

Black Florsheim Rucci Plain Toe Gore Boot

Black Florsheim Rucci Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Rucci Plain Toe Gore Boot
Gender: Men's
Color: Black
Price: $115.84MSRP: $140.0017% OFF
Rating: 5Rated 5 stars out of 5(42)

Dr. Martens - 1460 Bex Smooth Leather Lace Up Boots. Color Black Smooth. $179.95. 3.5 out of 5 stars

Black Dr. Martens 1460 Bex Smooth Leather Lace Up Boots

Black Dr. Martens 1460 Bex Smooth Leather Lace Up Boots

Brand Name: Dr. Martens
Product Name: 1460 Bex Smooth Leather Lace Up Boots
Gender: Unisex
Color: Black Smooth
Price: $179.95
Rating: 3Rated 3 stars out of 5(33)

Clarks - Desert Trek. Color Beeswax 1. $150.00. 4.5 out of 5 stars

Brown Clarks Desert Trek

Brown Clarks Desert Trek

+4

Brand Name: Clarks
Product Name: Desert Trek
Gender: Men's
Color: Beeswax 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(109)

SKECHERS - Relaxed Fit Segment - Melego. Color Dark Brown. On sale for $95.74. MSRP $102.95. 7% off. 4.4 out of 5 stars

Brown SKECHERS Relaxed Fit Segment - Melego

Brown SKECHERS Relaxed Fit Segment - Melego

Brand Name: SKECHERS
Product Name: Relaxed Fit Segment - Melego
Gender: Men's
Color: Dark Brown
Price: $95.74MSRP: $102.957% OFF
Rating: 4Rated 4 stars out of 5(191)

Red Wing Heritage - Iron Ranger Traction Tred. Color Amber Harness. $349.99.

Brown Red Wing Heritage Iron Ranger Traction Tred

Brown Red Wing Heritage Iron Ranger Traction Tred

+2

Brand Name: Red Wing Heritage
Product Name: Iron Ranger Traction Tred
Gender: Men's
Color: Amber Harness
Price: $349.99
Rating

Dunham - Alpine Mid Boots. Color Black Leather. $164.95. 3.2 out of 5 stars

Black Dunham Alpine Mid Boots

Black Dunham Alpine Mid Boots

+3

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Black Leather
Price: $164.95
Rating: 3Rated 3 stars out of 5(4)

Red Wing Heritage - Weekend Chelsea. Color Copper Rough & Tough Leather. $259.99. 4.0 out of 5 stars

Brown Red Wing Heritage Weekend Chelsea

Brown Red Wing Heritage Weekend Chelsea

Brand Name: Red Wing Heritage
Product Name: Weekend Chelsea
Gender: Men's
Color: Copper Rough & Tough Leather
Price: $259.99
Rating: 4Rated 4 stars out of 5(22)

Orthofeet - Glacier Gorge. Color Black. On sale for $109.99. MSRP $149.95. 27% off. 3.0 out of 5 stars

Black Orthofeet Glacier Gorge

Black Orthofeet Glacier Gorge

Brand Name: Orthofeet
Product Name: Glacier Gorge
Gender: Men's
Color: Black
Price: $109.99MSRP: $149.9527% OFF
Rating: 3Rated 3 stars out of 5(2)

Born - Hemlock. Color Brown Full Grain. $134.95. 4.3 out of 5 stars

Brown Born Hemlock

Brown Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Gender: Men's
Color: Brown Full Grain
Price: $134.95
Rating: 4Rated 4 stars out of 5(189)

Dr. Martens - Jadon Arc. Color Dark Brown. On sale for $179.95. MSRP $200.00. 10% off. 3.8 out of 5 stars

Brown Dr. Martens Jadon Arc

Brown Dr. Martens Jadon Arc

Brand Name: Dr. Martens
Product Name: Jadon Arc
Gender: Unisex
Color: Dark Brown
Price: $179.95MSRP: $200.0010% OFF
Rating: 4Rated 4 stars out of 5(12)

Clarks - Shepton Easy. Color Black Leather. On sale for $81.41. MSRP $120.00. 32% off.

Black Clarks Shepton Easy

Black Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Black Leather
Price: $81.41MSRP: $120.0032% OFF
Rating

UGG - Biltmore Chelsea. Color Black. Low Stock. On sale for $104.99. MSRP $149.95. 30% off. 4.4 out of 5 stars

Low Stock

Black UGG Biltmore Chelsea

Black UGG Biltmore Chelsea

+2

Brand Name: UGG
Product Name: Biltmore Chelsea
Gender: Men's
Color: Black
Price: $104.99MSRP: $149.9530% OFF
Rating: 4Rated 4 stars out of 5(258)

Orthofeet - Highline. Color Dark Brown. On sale for $109.99. MSRP $150.00. 27% off. 5.0 out of 5 stars

Brown Orthofeet Highline

Brown Orthofeet Highline

+2 colors/patterns

Brand Name: Orthofeet
Product Name: Highline
Gender: Men's
Color: Dark Brown
Price: $109.99MSRP: $150.0027% OFF
Rating: 5Rated 5 stars out of 5(3)

Allen Edmonds - Higgins Mill Lace-Up. Color Brown Waxed Suede. $495.00.

Brown Allen Edmonds Higgins Mill Lace-Up

Brown Allen Edmonds Higgins Mill Lace-Up

Brand Name: Allen Edmonds
Product Name: Higgins Mill Lace-Up
Gender: Men's
Color: Brown Waxed Suede
Price: $495.00
Rating

UGG - Neumel. Color White/White. On sale for $89.99. MSRP $149.95. 40% off. 4.8 out of 5 stars

White UGG Neumel

White UGG Neumel

+6

Brand Name: UGG
Product Name: Neumel
Gender: Men's
Color: White/White
Price: $89.99MSRP: $149.9540% OFF
Rating: 5Rated 5 stars out of 5(6120)

Ariat - Midtown Rambler Boots. Color Matte Black. $159.95. 4.6 out of 5 stars

Black Ariat Midtown Rambler Boots

Black Ariat Midtown Rambler Boots

Brand Name: Ariat
Product Name: Midtown Rambler Boots
Gender: Men's
Color: Matte Black
Price: $159.95
Rating: 5Rated 5 stars out of 5(16)

1 of 3

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)